2-Methoxy-4-(8-methyl-5-prop-2-enyl-7,8-dihydrofuro[2,3-g][1,3]benzodioxol-7-yl)phenol

Details

• Internal ID: a9440a08-f7d8-4d0f-88ea-bb3482657b2a
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 2-methoxy-4-(8-methyl-5-prop-2-enyl-7,8-dihydrofuro[2,3-g][1,3]benzodioxol-7-yl)phenol
• InChI: InChI=1S/C20H20O5/c1-4-5-12-9-16-20(24-10-23-16)17-11(2)18(25-19(12)17)13-6-7-14(21)15(8-13)22-3/h4,6-9,11,18,21H,1,5,10H2,2-3H3
• InChI Key: NTHOSUNVVUWMGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 57.20 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.8454	84.54%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7078	70.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5854	58.54%
P-glycoprotein inhibitior	-	0.4403	44.03%
P-glycoprotein substrate	-	0.8256	82.56%
CYP3A4 substrate	+	0.5429	54.29%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.3715	37.15%
CYP3A4 inhibition	+	0.9374	93.74%
CYP2C9 inhibition	+	0.9016	90.16%
CYP2C19 inhibition	+	0.9019	90.19%
CYP2D6 inhibition	+	0.7162	71.62%
CYP1A2 inhibition	-	0.7013	70.13%
CYP2C8 inhibition	+	0.5566	55.66%
CYP inhibitory promiscuity	+	0.9511	95.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9408	94.08%
Carcinogenicity (trinary)	Non-required	0.4014	40.14%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.7484	74.84%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4104	41.04%
Micronuclear	+	0.8159	81.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.5647	56.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8363	83.63%
Acute Oral Toxicity (c)	III	0.5550	55.50%
Estrogen receptor binding	+	0.7315	73.15%
Androgen receptor binding	+	0.5762	57.62%
Thyroid receptor binding	+	0.6002	60.02%
Glucocorticoid receptor binding	+	0.7359	73.59%
Aromatase binding	+	0.7566	75.66%
PPAR gamma	+	0.5412	54.12%
Honey bee toxicity	-	0.7449	74.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9886	98.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.92%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.49%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.30%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.64%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.47%	92.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.94%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.56%	99.17%
CHEMBL3438	Q05513	Protein kinase C zeta	84.99%	88.48%
CHEMBL3401	O75469	Pregnane X receptor	82.58%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%

Plants that contains it

• Piper capense

Cross-Links

• PubChem: 14841167
• LOTUS: LTS0007034
• wikiData: Q105185458